Bay Isles Homes with Three+ Story Property Description

Welcome to Bay Isles, a prestigious subdivision located in Longboat Key, Sarasota, Florida. This exclusive community offers a luxurious lifestyle with stunning waterfront views and top-notch amenities.

Bay Isles is known for its upscale homes with unique features, including properties with three or more stories. These multi-level homes provide ample space for families and guests, as well as breathtaking views of the surrounding area.

Living in Bay Isles means enjoying a tranquil and private setting while still being close to all the conveniences of city life. Residents have access to a private beach club, golf courses, tennis courts, and a marina, making it a paradise for outdoor enthusiasts.

Whether you're looking for a permanent residence or a vacation home, Bay Isles offers a wide range of real estate options to suit your needs. From spacious waterfront estates to elegant townhouses, there's something for everyone in this sought-after community.

Experience the ultimate in luxury living at Bay Isles, where every day feels like a vacation. Come and discover the beauty and charm of this exclusive subdivision in Longboat Key, Florida.

Newest Bay Isles Homes with Three+ Story Property Description

$12,250,000

5 Beds ⋅ 6 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code ⋅ A4697649 MLS ⋅ Active Status

Under Construction. Now nearing completion and expected to be delivered in approximately 60 days. Positioned within the exclusive Harbor Section of Bay Isles on Longboat Key, 500 Harbor Cove Circle is a newly constructed waterfront estate offering a rare combination of exceptional boating access, modern architecture, resort-inspired living, and one of the Gulf Coast’s most coveted addresses. Located behind the double gates of Bay Isles and directly across from The St. Regis Longboat Key Resort, residents enjoy immediate proximity to world-class hospitality, fine dining, marina services, championship golf, and tennis, while ownership includes access to the Bay Isles Beach Club. Encompassing 5,120 square feet under air and 8,564 square feet total, the residence features 5 bedrooms, 5 full baths, 1 half bath, a private office, elevator access to all levels, and a 4-car garage. A fully integrated smart home automation system provides seamless control of lighting, climate, security, audio, window treatments, pool and spa functions, and key home systems throughout the property. The arrival experience unfolds through a lagoon-inspired reflecting pool, floating stairway, and lush tropical landscaping, creating a dramatic resort-style arrival. Architectural lighting, natural stone, warm wood accents, and expansive walls of glass establish a sophisticated coastal aesthetic throughout the residence. Inside, expansive living spaces are enhanced by Venetian plaster, custom millwork, large-format stone surfaces, and carefully curated architectural details. One of the home’s defining architectural statements is a dramatic 20+ foot monolithic travertine feature wall wrapping an entire corner of the residence, creating a striking design element rarely found in residential construction. The chef’s kitchen is anchored by an oversized Calacatta marble waterfall island, premium custom cabinetry, integrated appliances, and generous entertaining space. Designed for seamless indoor-outdoor living, the residence opens to expansive covered terraces, a resort-style pool and spa, and a fully equipped outdoor kitchen featuring a grill, pizza oven, refrigeration, and multiple gathering spaces. Wellness-focused amenities include a private fitness area, sauna, cold plunge, and dedicated spaces for relaxation and recovery, creating a private wellness retreat. For boating enthusiasts, the property offers approximately 100 feet of protected waterfront frontage with direct access to Sarasota Bay and the Gulf of Mexico in less than two minutes. The dock is designed to accommodate a substantial yacht while still providing room for multiple additional lifts for a tender, fishing boat, personal watercraft, and other recreational vessels—an increasingly rare offering among Florida’s premier waterfront estates. One of the Gulf Coast’s rare opportunities to enjoy new construction, large-yacht capability, and resort-inspired living within the exclusive Harbor Section of Bay Isles.

500 Harbor Cove Circle, Longboat Key

$11,900,000

5 Beds ⋅ 6 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code ⋅ A4692027 MLS ⋅ Active Status

Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to world-class amenities, pristine Gulf beaches, fine dining, and championship golf. Located within the exclusive double-gated Harbor Section of Bay Isles on Longboat Key, 1600 Harbor Sound Drive represents a rare convergence of scale, location, and boating capability, crafted for those seeking a refined Gulf Coast lifestyle at the highest level. Set on an expansive 18,043-square-foot corner homesite, the property features an impressive 135 feet of deep-water canal frontage, with the ability to accommodate multiple lifts (up to three) and a substantial vessel. This level of frontage and flexibility is increasingly rare, even among premier waterfront estates. Spanning 5,689 square feet under air, the residence is thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. The home includes 5 bedrooms, a bonus room or office, 5.5 bathrooms, and a 4-car garage. Soaring ceilings and expansive glass openings create a bright, open environment with seamless indoor-outdoor transitions, complemented by refined, designer-level finishes and a private elevator servicing all levels. The chef’s kitchen is executed with top-tier appliances, clean architectural lines, and a level of detail rarely seen in spec construction. A full-scale butler’s pantry, complete with its own stove, provides exceptional functionality and allows for seamless entertaining while keeping the main kitchen pristine. The primary suite is designed as a true retreat, featuring separate his-and-her bathrooms and a fully integrated wellness experience, including a sauna and steam room, bringing a spa-level environment into daily living. Every element has been carefully curated to deliver comfort, functionality, and a sense of understated luxury throughout. Outdoor living is equally compelling, with a resort-style pool and spa, along with a fully equipped outdoor kitchen, covered dining, and lounge areas. These spaces are perfectly positioned to capture the tranquility of the waterfront setting while embracing Florida’s year-round coastal climate. Opportunities of this caliber, combining substantial frontage, strong boating capability, a wellness-driven design, and a premier Harbor Section address are increasingly limited. 1600 Harbor Sound Drive presents a compelling offering for the discerning buyer seeking a newly built waterfront estate in one of Sarasota’s most prestigious enclaves.

1600 Harbor Sound Drive, Longboat Key

$1,950,000

5 Beds ⋅ 4 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code ⋅ A4687106 MLS ⋅ Active Status

60% OWNER FINANCING AVAILABLE - Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found. Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier waterfront dining, the home delivers both convenience and an elevated island lifestyle. Ownership includes access to the Bay Isles Beach Club, offering private beach access on the Gulf of America, along with barbecue areas, tables, and shaded spaces, perfect for effortless, all-day beach enjoyment. Inside, soaring cathedral ceilings create a dramatic, light-filled living space. The home has been thoughtfully upgraded with new flooring throughout, a fully renovated kitchen, and new hurricane impact windows and doors. The remaining front entry and garage doors will be replaced prior to closing, completing a full storm-ready envelope. Outdoors, enjoy true waterfront living with a brand new dock and lift, providing direct access to boating right from your backyard. A rare offering combining privacy, security, and effortless luxury in the heart of Longboat Key.

3481 Bayou Sound, Longboat Key

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